Phenyl chloroformate → Phenyl(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate

HRID 1626660ノート

反応式

HRID 1626660 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[B:9]1[O:13][C:12]([CH3:15])([CH3:14])[C:11]([CH3:17])([CH3:16])[O:10]1)[NH2:5].C([O-])(O)=O.[Na+].Cl[C:24]([O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:25]>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([NH:5][C:24](=[O:25])[O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:6]=[CH:7][C:8]=1[B:9]1[O:13][C:12]([CH3:15])([CH3:14])[C:11]([CH3:17])([CH3:16])[O:10]1

参加物

5

反応物 3

HCID 15891Phenyl chloroformateHCID 516892Sodium BicarbonateHCID 447552073-Fluoro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

生成物 1

HCID 66678788Phenyl(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (3 g, 12.65 mmol) dissolved in dry THF was stirred with NaHCO3 (1.6 g, 19 mmol) and phenyl chloroformate (1.92 mL, 15.20 mmol) at room temperature overnight. The reaction mixture was partitioned between water and DCM, the organic layer recovered, dried over MgSO4, filtered and the solvent removed in vacuo, affording the title compound which was used without further purification.

後処理

  1. customThe reaction mixture was partitioned between water and DCM
  2. customthe organic layer recovered
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-aef33446f0ef4400aebacbe93e7021ef
出典データセット
uspto-grants-2014_07
特許番号
US08785457B2

反応ノート

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